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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964516Generated: October 29, 2026

Water → t-Butyl 2-bromo-5-(5-methylpyrazin-2-yl)-1H-pyrrole-1-carboxylate

https://huagongshe.com/reaction/1964516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
Reactantt-Butyl 2-(5-methylpyrazin-2-yl)-1H-pyrrole-1-carboxylateHCID 66681439—
SolventTetrahydrofuranHCID 8028—
Productt-Butyl 2-bromo-5-(5-methylpyrazin-2-yl)-1H-pyrrole-1-carboxylateHCID 6668250987.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

t-Butyl 2-(5-methylpyrazin-2-yl)-1H-pyrrole-1-carboxylate (373 mg, 1.44 mmol) synthesized in Example (10a) was dissolved in tetrahydrofuran (20 mL), and cooled to 0° C. N-Bromosuccinimide (256 mg, 1.44 mmol) was added, and stirring was carried out at room temperature for 14 hours under nitrogen atmosphere. Water (20 mL) was added, and extraction was carried out with diethyl ether (20 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=0%-30%) to afford the desired compound (425 mg, yield 87%) as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415359B2
Source datasetuspto-grants-2013_04
ORD IDord-59a75f2eabe1495fa94e826c887619e1
Source noteuspto-grants-2013_04